Omer Khan
The SaaS Podcast - Real Lessons on Growing Profitable SaaS
Building software is easier than ever. Growing it into a profitable business is the hard part. Every week, a founder gets specific about what actually moved the needle: finding product-market fit, landing customers, pricing, defensibility, and durable growth. Host Omer Khan has interviewed nearly 500 software founders, from their first customers to real scale. You get what actually worked, not theory. Lately that includes the honest take on AI: what it changed about building and selling software, and what it didn't. New episodes every week.
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Episodes
Launching a Marketplace App: From Failed B2C to 6-Figure MRR 09.09.2020 45:04
Baskar Agneeswaran spent two years building a price comparison app that failed. His team's core strength was mobile development, not backend data infrastructure. When they aligned their skills to the Shopify SaaS marketplace - building mobile apps for e-commerce stores - traction came quickly. Launching a marketplace app on Shopify changed everything. Baskar reveals how Vajro priced at $25/month i...
Freemium SaaS: Why Free Users Killed Activation and Growth 02.09.2020 57:34
Qwilr's freemium SaaS experiment looked perfect on paper - virality went up, signups surged, and the pipeline was full. Then the numbers told a different story: activation dropped 50%, the sales cycle ballooned from 14 to 60 days, and revenue growth fell from tripling to just 80% year over year. Free users mostly attracted more free users. Mark Tanner breaks down exactly what went wrong with their...
First SaaS Customers: 4 Failed Startups Then $1M ARR in One Year 26.08.2020 46:14
Abdullah Alsaadi failed at four different startups over four years - a crypto app with no market, a Salesforce tool blocked for 18 months, a delivery company that could not scale, and a delivery management SaaS with impossible integrations. Then he pre-sold 5-year subscriptions to four restaurants before writing a line of code, and used that money to build Taker. Abdullah shares how he got his fir...
Selling a SaaS Business: $0 to $55K MRR to 7 Figures in 2 Years 17.08.2020 57:57
Arvid Kahl spent 5 hours a day on a train commute reading books and listening to podcasts about building SaaS businesses. Every previous idea had failed. Then he and his partner Danielle built FeedbackPanda - a simple tool for online English teachers - and completed selling a SaaS business for seven figures in just 2 years. But the path to that SaaS exit nearly destroyed Arvid's mental health. He...
Niche SaaS: From CRM Extension Nobody Wanted to 2,000 Customers 10.08.2020 48:44
Jeroen Corthout built a CRM extension that nobody wanted to buy. Prospects could not see the value of adding another tool alongside their existing CRM. Then he noticed something unexpected - smaller companies were using his product as a full CRM replacement, not an extension. That insight became the niche SaaS positioning that grew Salesflare to over 2,000 paying companies. Jeroen shares how he sp...
Startup Traction: 5 Signups to $2M ARR With Content and Pricing 02.08.2020 52:50
Jacob Eiting posted his new SDK on Reddit and got destroyed. People called him a rip-off middleman. His beta launch attracted just 5 signups. He had no revenue and was living off his wife's income. Getting startup traction seemed impossible. So he started writing. He spent 6-12 hours a week publishing content that answered the questions mobile developers were already searching for. Slowly, SEO tra...
B2B Community Building: From Blog to 4,000-Person SaaS Events 29.07.2020 59:15
Alex Theuma had no background in events and no great business idea. He just started writing about SaaS. A blog turned into a podcast, which turned into meetups, which turned into a B2B community building success that drew 700 people to Dublin in its first year. By 2020, SaaStock was running SaaS community events across five continents with 4,000 attendees. Then the pandemic wiped out his revenue o...
SaaS Content Marketing: Help Docs to $2M ARR With Zero Ad Spend 19.07.2020 59:10
Three college grads in India spent $150 on Google Ads and got zero leads. So they tried something different - they turned their help docs into blog posts, distributed them through forums and co-marketing deals, and built a SaaS content marketing engine that took Trackier from zero to $2M ARR. Udit Verma reveals how Trackier bootstrapped to 350 customers without spending a dollar on paid advertisin...
Finding Product-Market Fit: 4 Years of Failure Then PMF in 5 Days 16.07.2020 53:49
Romain Dardour spent four years trying to make his first product work. By 2016, Hull was a month away from shutting down. Then a lunch meeting with a growth marketer friend changed everything. The friend did not care about the product but loved how Hull collected and segmented data. That was the moment Romain started finding product-market fit. In five days, Romain and his co-founders built a prot...
SaaS Churn: Why Letting 50% of Revenue Go Grew This Startup 08.07.2020 1:04:02
Rachel Liaw discovered that roughly half of Fuse Inventory's revenue was coming from the wrong customers. They consumed disproportionate support, requested the wrong features, and were never going to succeed with the product. So she made the painful decision to let those contracts expire - and it transformed the business. Average contract values grew from $1,000 to $3,000-$5,000 per month. Rachel...
Competitive Differentiation: 5 Components That Saved a $1B SaaS 01.07.2020 1:17:10
April Dunford almost killed a product that would eventually generate over $1 billion in revenue. Her team thought it was desktop productivity software, but the six customers who loved it were using it as an embeddable database for mobile devices. That competitive differentiation only emerged through SaaS positioning work that forced them to talk to every single customer. April shares her five-comp...
Free Trial Conversion: MOAT Framework for SaaS Growth 27.05.2020 55:38
Wes Bush watched Vidyard's freemium SaaS product hit 100,000 users and realized that product-led growth was a fundamentally different engine than sales-led. The product was not just something you sell - it was the growth engine itself. That insight led Wes to develop frameworks that help SaaS founders decide on free trial conversion strategy. Why listen: Learn the MOAT framework for deciding betwe...
SaaS Growth Lessons: 12 Failures Then $5M ARR Dashboard 19.05.2020 59:27
Paul Joyce spent four years testing a dozen startup ideas. Every single one failed. Then he built Geckoboard, a SaaS metrics dashboard, launched on Hacker News, and got 800 signups but zero paying customers. He quit his day job anyway with five months of runway. Today Geckoboard does over $5M ARR. Why listen: Learn key SaaS growth lessons from 12 failures, how SaaS metrics education became Geckobo...
SaaS SEO Strategy: Side Project to $10K MRR Part-Time 13.05.2020 59:50
Luke Thomas sat on a business idea for three years before writing a single line of code. His first customer paid $45 a month. He spent the next three years building early traction to $10K MRR using SaaS SEO strategy and scrappy content marketing SaaS tactics - all while keeping a full-time job. Why listen: Learn how a SaaS SEO strategy of 30-40 long-form blog posts drove organic growth, how leavin...
Startup Traction: Ferry Videos to 40K Users With Bonjoro 29.04.2020 50:20
Matt Barnett recorded personal videos for leads on his morning ferry across Sydney Harbor. The sound quality was terrible - but prospects loved it anyway. That scrappy startup traction experiment became Bonjoro, a customer acquisition startup now with 40,000 users built on viral growth and organic traction. Why listen: Learn how building virality directly into the product created a startup tractio...
Founder-Led Sales: 9 Demos a Day to 8-Figure ARR 21.04.2020 55:05
Three first-time entrepreneurs bootstrapped an enterprise RFP platform for four years before raising a dime. Finding their first SaaS customers through founder-led sales meant Jafar Owainati was doing seven to nine demos a day linked directly to his personal Calendly calendar. Why listen: Learn how founder-led sales through beta interviews and startup sales tactics grew Loopio from a product colle...
SaaS Content Marketing: 7 Years of Blog to 8 Figures 15.04.2020 42:27
Ryan Carson spent seven years running in-person coding workshops and building the ThinkVitamin blog. When his wife suggested teaching online, that SaaS content marketing foundation launched a bootstrap to profitability journey that turned into tens of millions in revenue with 650,000 students. Why listen: Learn how SaaS content marketing over seven years became the launch platform for an 8-figure...
Finding Product-Market Fit: Two Pivots Then $10M ARR 08.04.2020 51:16
Sandi Lin left Amazon in 2013 with one year of savings and an idea for a Yelp for online learning. Three months later, she shut it down. Her journey of finding product-market fit through a SaaS pivot was just getting started. Two pivots and a 60-day MVP later, Skilljar found its real opportunity. Why listen: Learn how finding product-market fit required killing a first idea fast, how a randomized...
SaaS Lead Generation: 6 PPC Mistakes Burning Your Budget 24.03.2020 40:20
Most SaaS companies are wasting money on SaaS PPC. Todd Chambers has spent over 10 years running paid media campaigns for SaaS businesses, and he says 95% of them make the same six SaaS lead generation mistakes with their ad spend. Why listen: Learn the six most common SaaS lead generation mistakes - from failing to understand unit economics and not tracking offline conversions, to under-investing...
Self-Serve SaaS: How Shared Notes Replaced a Sales Team 18.03.2020 49:33
Darren Chait built a mobile app for meeting preparation. It got thousands of users but monetization was painfully slow. Then his team built an internal Slack plugin - and a customer saw it and asked to use it. That pivot unlocked self-serve SaaS growth through product-led growth that changed everything. Why listen: Learn how Hugo's self-serve SaaS model turns every shared meeting note into a distr...
SaaS Sales Funnel: Fixing Broken Messaging to Hit $10M 10.03.2020 52:46
Robin van Lieshout's SaaS sales funnel was broken. He had 40 customers but most were barely using the product. His BDRs could not book a single meeting with B2B SaaS companies. Then he realized the problem was not product-market fit - it was the sales messaging in his SaaS sales strategy. Why listen: Learn why Robin cut six customer segments generating 70% of revenue, how rewriting the sales deck...
SaaS Monetization: YC Rejected, 20 Paid Users in 48 Hours 03.03.2020 39:01
Sabba Keynejad flew to San Francisco for his Y Combinator interview. He got rejected. The reason: "Why are you not charging your users?" Forty-eight hours later, Sabba had 20 paying customers and VEED.io was on the path to SaaS monetization and bootstrap to profitability. Why listen: Learn why doubling SaaS pricing twice with less than one month of runway had zero impact on user growth, how SEO la...
SaaS Customer Acquisition: 2-Week MVP to 8% Demo Rate 25.02.2020 44:10
Jaleh Rezaei pitched her first customers with no product demo - just an API and a slide deck. Her first customer paid $100 a month. Two weeks into Y Combinator, Mutiny had its MVP live and was closing SaaS customer acquisition deals by embedding directly into customer teams. Why listen: Learn how doing unscalable things was the fastest path to SaaS customer acquisition and product-market fit, how...
SaaS Customer Discovery: Free App to 1,000 Paid Users 18.02.2020 41:08
Sam Dolbel's co-founder taught himself to code inside a tent in Tanzania. That scrappy beginning turned into SINC, a workforce management app that grew to 1,000 paying customers through SaaS customer discovery and organic word of mouth - with zero outbound sales. Why listen: Learn the hard lessons of SaaS customer discovery through a free product, why feedback from non-paying users nearly led them...
Non-Technical Founder Built $240K Business Without Code 04.02.2020 56:48
Ben Tossell generated over $240,000 in revenue in less than a year - as a non-technical founder who never wrote a single line of code. He built Makerpad entirely with no-code SaaS tools like Webflow, Airtable, and Zapier. And for most of that time, it was just a side project while he worked at Earnest Capital. Why listen: Learn how a non-technical founder used Twitter demos and GIFs as a bootstrap...
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